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Vacation rentals in Kailua

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Travel insights for holiday rentals in Kailua

Use these up-to-date, data-driven insights about booking a holiday rental in Kailua including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Kailua?

The cheapest month to book a vacation rental in Kailua is December ($275). Conversely, the most expensive month to stay in Kailua is October ($1,624).

What is the cheapest day to stay in a vacation rental in Kailua?

The cheapest day to stay in Kailua is Sunday ($194). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $973.
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Cheapest holiday rentals in Kailua, Hawaii

Discover affordable stays in Kailua that provide a quality experience without breaking the bank. Hotels in Kailua can be found for as low as $285 per night. There is currently one property in Kailua that can be booked for this price. Jenny's Cottage Waikiki is one of the hotels that can be booked for the lowest price in Kailua. Price data was last updated on 1 May 2025
Currently, these are the lowest-priced vacation rentals in Kailua we've come across for the dates selected. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
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Jenny's Cottage Waikiki
Jenny's Cottage Waikiki

Jenny's Cottage Waikiki

Honolulu, O'ahu, HI, United States
5.1 km from city centre
Air conditioning
$285
Avg. per night
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Where to stay in Kailua

Explore different neighbourhoods and areas within Kailua to find the perfect location for your stay. Map data was last updated on 1 May 2025.
Navigate to the areas in Kailua you plan to visit to find vacation rentals that are close by. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.

Facts about staying in Kailua

Find useful tips and insights about staying in Kailua to help you make the most of your experience. FAQs were last updated on 1 May 2025.

  • How much does a holiday rental in Kailua cost?

    The average cost for a holiday rental in Kailua is $786/night. A good holiday rental deal in Kailua would be for $694/night or less. The cheapest rental deal found recently by our users was $133/night. If you’re flexible with your travel dates, then try to avoid booking September, the most expensive month of the year. Booking April is the cheapest month to book a holiday rental in Kailua.

  • Are there any Bed & Breakfast holiday rentals in Kailua?

    Yes, there are 24 Bed & Breakfast holiday rentals in Kailua. According to our data, La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu) is currently the most popular Bed & Breakfast rental in the city.

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